> chemistry > todo > making-a-carbon-snake-with-p-nitroaniline-nilered

Making a carbon snake with P-Nitroaniline

NileRed - 2014-04-07

In this video, I will be synthesizing p-nitroaniline from acetanilide. This chemical is used mainly as a precursor for a dye, but it can also be used in an interesting reaction with sulfuric acid.

Note: My dehydration reaction did not work nearly as nicely as other videos. I just found however, a link explaining how the reaction should be carried out. Here is the link: http://firstyear.chem.usyd.edu.au/demonstrations/files/10.12.pdf

It suggests using much more sulfuric acid than I did and to stir the mixture.

Footage around 22s is taken from user plasticraincoat1: http://youtu.be/h4pNXAtPJp8

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NitroAnilin Music - 2019-04-27

I feel represented.

Noah - 2015-10-08

I laughed out loud on the last reaction. Poor little carbon snake got blowed to bits hahaha

Edgy Umbreon - 2020-12-05

*BLOWN

Noah - 2020-12-05

@Edgy Umbreon 1) this comment is 5 years old. I've literally graduated, gotten married, and bought a puppy since I made this. 2) you done did missed the original (5 year old) tong'n'cheek syntax joke, pardner! 🤠

Edgy Umbreon - 2020-12-05

@Noah you actually took the time out of your day to write this I'm surprised

Noah - 2020-12-05

@Edgy Umbreon tis the season my friend

Edgy Umbreon - 2020-12-05

I can't tell if I'm disappointed or surprised

Clint Flippo - 2019-12-03

"I did my recrystallization in ANYHYDROUS ethanol..."

Such an elitist.

Alex Caffri - 2020-04-18

But 95% is okay... if you're a plebian.

Stephen Jacks - 2020-09-05

Denatured or undenatured. 95% Ethanol is Everclear (190 proof).

Patrick Zambelli - 2019-01-21

14:35
"A snake was produced, but not as big as the ones I had seen on the internet"

deep inhale

THAT'S

WHAT

SHE

SAID

gorillaau - 2019-09-02

"Is that a test tube in your pocket, or just happy to see me?"

Jonathan Bartles - 2020-12-03

That wasn't what he said so your quote is not a quote

Seth Mitchell - 2015-12-22

It would be so totally meta if you made a video on the synthesis and properties of Nile Red, Nile Red :P

Patrick Sweetman - 2016-04-25

+Output Nile red (also known as Nile blue oxazone) is a lipophilic stain. It is produced by boiling a solution of Nile blue with sulfuric acid.

Can you see where this is going?

raumaan kidwai - 2016-07-25

Nile Blue was the name of his other channel.

Max Buskirk - 2018-01-02

It'd be so meta if the acylamino group was a meta director :D

UglyWeirdo - 2019-08-16

@NileRed update?

Stephen Jacks - 2020-09-05

Nitro is a meta director, but also deactivator, real hard to make dinitrobenzene even. Trinitrobenzene is made by oxidizing the methyl of TNT. Dinitrobenzene is meta.

M Helgenn - 2017-12-14

Why am I watching this? I was searching on how to make pancakes, when I accidentally wrote "How to make pan" and this came up.

Vladimir Nachev - 2015-04-17

14:00 what do you mean "to run a column"?

Chris Shyi - 2015-05-19

@Vladimir Nachev column chromatography (http://en.wikipedia.org/wiki/Column_chromatography) is one of the most common ways used to purify organic compounds

Ultrametric - 2016-09-01

Dude! Your demos are outstanding! And thanks for not dumbing it down!

Raymond Salazar - 2017-08-23

This is what Demo/tutorial/informative content should truly be. Your knowledge in this field is outstanding. Your explanations so thorough and editing, spot on. It will be interesting to see how the world benefits from you and your skills, in the future. Keep it up and dont forget about us supporters/patreons when you make it big.

R Johnson - 2014-12-26

Thank you for making all these well made, informative and well edited videos!
I am very grateful you made this available to the resident nerds and information fetishists...

NileRed - 2014-12-26

haha, no problem. I am glad you like them!

Evert van Ingen - 2016-04-05

10:39 Looks smokable

if only you knew how bad things really are - 2020-01-18

"I try to upload at least one video a week"

Those were the golden days

Keriel Watson - 2020-01-22

Videos are better quality now though. I don't mind

Randy Watson - 2017-09-24

07:00 tempting, looks like cheese

Unknown Boi - 2020-08-18

0:20 My immune systems effectiveness after I ate 5 Flintstones Gummy Vitamins while dealing with COVID-19

Mary Udomah - 2017-03-10

I saw green smoke in thumbnail. I quickly clicked.

Do RC - 2016-10-09

I havent the slightest clue about chemistry but i still very much enjoy these videos!

Dog Meat - 2019-04-08

15:16 that happened very quickly. i found this humorous.

Milo Johnson - 2017-10-29

10:45 you sound pretty mad lol

Jeffrey Wong - 2019-04-17

I just had an exam on this stuff and this video makes so much more sense than it did when I first watched it.

J H - 2020-04-07

6:02 whats with the dark stuff at the bottom of the beaker? Whats that?

Max Buskirk - 2018-01-02

1:10 Hey I wish I remembered this on my o chem test!

William Shreckengost - 2017-04-10

Downside to growing up: I still think for a split second, "I have money now! That looks like an amazing hobby!" Then I immediately slap myself and think, "I'd burn my foot off and laboratory glassware is expensive." Thanks for uploading all this, so I can at least learn more about chemistry and see the reactions from the safety of my monitor.

Andrei - 2019-10-16

I have no idea why I'm watching these videos.

196Stefan2 - 2016-01-28

15:20 Mr. Hankey!

chromiumdog - 2015-01-09

This was one of two interesting reactions my 7th grade "science" teacher showed me (I'm an Aussie, so this is the first year of high school for us, when the cool stuff starts to get taught) before we found out that the fume hoods in the labs we used vented into the upstairs library airconditioning ducts. 
It's one of the images that has stuck with me.

Bouzsi - 2020-06-16

I want to become a chemist just so I can work with p-nitroacetanilide, because I can’t think of a scenario where I’d be able to bring that word up in conversation without being a chemist...

RonJohn63 - 2017-08-19

I'd like to see a video comparing the p-nitroaniline plus sulfuric acid reaction with the reaction of sucrose with sulfuric acid.

please help I can never think of nay names - 2018-10-06

0:23
(Harry Potter theme intensifies)

Winter Summers - 2019-06-18

"about"

apostle333 - 2017-03-14

also, (sorry this is an after thought) I"m curious if using Nickle as a catalyst in this particular reaction might enhance the yield?
Please "check my math", so to speak, but it stands to reason that the hydrolysis should occur, far more efficiently in the pressence on nickle metal...what do you think?

Riccardo Verbeek - 2014-04-14

Great videos with great in depth explanations of all the reactions! Keep up the good work!

SpaceCakeism - 2017-11-07

7:00 Honestly, I think it looks more like meringue(s), than scrambled egg(s).

ichi _ - 2020-12-27

0:20 me when my girlfriend text me that she is home alone

Jeffrey Templeton - 2019-11-04

I watched this video while enjoying a glass of ice cold ethanol. Much better use of ice cold ethanol, IMHO.

scOpeZzMoNKiiEs - 2019-11-17

6:16 Forbidden Ice Cream

Wayse Akbar - 2014-04-07

Awesome! I really enjoy the explanation! Most videos don't go as in depth, keep this up! Hopefully most of the nurdrage subscribers can find a home here.

NileRed - 2014-04-08

Thanks!

Aaron Bassett - 2017-05-10

so I agree a reaction that ends like your second snake attempt is always satisfying.

XtremeBBQ - 2014-10-30

You could heat your crude product to ~284°C. At this temperature the impurities will boil away. In the flask only P-Nitroaniline will be remained which boils at about 336°C.

gmjpharmd - 2018-12-13

I've watched the recently uploaded videos and I'm hooked. Starting from the beginning. Keep up the great work!

FranktheDachshund - 2014-04-08

Thanks for the post.

Ethan Moore - 2015-08-14

Awesome information you have here. You have earned yourself another subscriber.

Bigcubefan - 2016-03-19

I would've have performed this reaction under basic condiditions, since the N in Acetanilide gets protonated under those extremely acidic conditions and then directs in meta-position.

Jevin Johnson - 2019-12-13

7:20 I love the Canadian maple leaf

atomosphysica - 2014-04-10

Great stuff! Subscribed.

aadz93 - 2017-10-13

6:32 i see someone who hears this part in the background and is like the fuck

antigen4 - 2019-10-12

i remember these from childhood along with the other fireworks

r b - 2016-11-19

Very interesting,, please tell us the extent of your education

Michael Appleby - 2015-12-04

How about alkaloid extraction ?

Christopher Leavitt - 2019-12-13

6:26 forbidden slushie

Bunsen Burns - 2015-10-12

Hi! We are going to publish a video on this same reaction Friday and would like to show a small clip of your reaction if you would allow it. Thanks!

NileRed - 2015-10-13

+Bunsen Burns Sure no problem!

Bunsen Burns - 2015-10-28

+Nile Red
So speaking of weird dehydrations that don't work as nicely as other videos... ours caught fire! Reproducible as well not sure what was going on with that. Video is up by the way - thanks!

NileRed - 2015-10-29

Yeah, i found that with a lot of reactions, you need to run them several times to get the pretty stuff you see online. Ill check your video out

NileRed - 2015-10-29

@Bunsen Burns I just watched it. I like your style. Also, maybe it lit on fire because there was residual solvent?